steam - Coumaric acid - hydroxycinnamic acid , an organic hydroxyl derivative of cinnamic acid . There are three isomers of coumaric acid: o (ortho) coumaric acid, m (meta) coumaric acid and p (pair) coumaric acid, which differ in the position of the hydroxyl on the phenyl group. p- Coumaric acid most often found in nature, can be in trans - and cis- form.
| P-Coumaric Acid | |
|---|---|
 | |
 | |
| General | |
| Systematic name | (2E) -3- (4-hydroxyphenyl) prop-2-enoic acid |
| Chem. formula | C 9 H 8 O 3 |
| Physical properties | |
| Molar mass | 164.16 g / mol |
| Thermal properties | |
| T. melt. | 210-213 ° C |
| Classification | |
| Reg. CAS number | 501-98-4 |
| PubChem | |
| Reg. EINECS number | |
| Smiles | |
| Inchi | |
| Chebi | |
| ChemSpider | |
A crystalline solid, slightly soluble in water, is highly soluble in ethanol and diethyl ether .
Content
- 1 In nature
- 1.1 In Products
- 1.2 Derivatives
- 2 Biosynthesis
- 3 See also
- 4 notes
In nature
In Products
p- Coumaric acid is found in a number of edible plants, including peanuts, tomatoes, carrots, basil and garlic. It is in wine and vinegar [1] , in barley grains. [2]
Together with the pollen of plants, it enters honey. [3]
Derivatives
P- coumarinic acid glycosides are found in bread containing flaxseed [4] .
The ester of p- coumarinic acid is in carnauba wax .
Biosynthesis
It is synthesized from cinnamic acid by the action of the P450-dependent enzyme 4-cinnamic acid hydrolase (C4H).
It is also produced from L - tyrosine by tyrosine ammonium lyase (TAL).
- + NH3 + H +
See also
- Coumarin
- Ferulic acid
Notes
- ↑ Carrero Gálvez, Miguel; García Barroso, Carmelo; Pérez-Bustamante, Juan Antonio. Analysis of polyphenolic compounds of different vinegar samples (English) // Zeitschrift für Lebensmittel-Untersuchung und -Forschung: journal. - 1994. - Vol. 199 . - P. 29-31 . - DOI : 10.1007 / BF01192948 .
- ↑ Quinde-Axtell, Zory; Baik, Byung-Kee. Phenolic Compounds of Barley Grain and Their Implication in Food Product Discoloration (English) // Journal of Agricultural and Food Chemistry : journal. - 2006. - Vol. 54 , no. 26 . - P. 9978-9984 . - DOI : 10.1021 / jf060974w . - PMID 17177530 .
- ↑ Mao, W .; Schuler, MA; Berenbaum, MR Honey constituents up-regulate detoxification and immunity genes in the western honey bee Apis mellifera (English) // Proceedings of the National Academy of Sciences of the United States of America : journal. - 2013 .-- Vol. 110 . - P. 8842-8846 . - DOI : 10.1073 / pnas . 1303884110 . - PMID 23630255 .
- ↑ Strandås, C .; Kamal-Eldin, A .; Andersson, R .; Åman, P. Phenolic glucosides in bread containing flaxseed (neopr.) // Food Chemistry. - 2008. - T. 110 , No. 4 . - S. 997-999 . - DOI : 10.1016 / j.foodchem.2008.02.088 .